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Full text of "Practical Organic Chemistry"

ACKTANILIDK                                 I5l

about i c.i'. of alcoholic potash, hi the fiuue-iiipboanL Phenyl
carbamine is formed, which possesses an intolerable smell.
(Hofmunn's reaction for primary amines.)

3.  Add to a drop of aniline in a basin a few drops of con-
centrated sulphuric, acid, and stir with a glass rod.    Then add
a few drops of potassium bichromate solution.      An  intense
blue colour is obtained.

4.   Dissolve a few drops of aniline in 5 c,c. dilute hydrochloric
acid, cool under the tap and add a few drops of a solution of
sodium nitrite.    Then pour some of the solution   into   about
half a gram of phenol dissolved in a few c.c. of caustic soda
solution.    An orange solution of sodium hydroxya/obenxene is
formed (see Reaction 6, p. 163).

C,,IliVN/:i + C1iHfl.ONa--Cu[Ir,.N2CJiri.,C)Njr

+ NaOH                            4-NaU-r-IUJ.

See Appendix, p. 277.

Acetanilide (Phenylacetamide), C,,Hr(.NH.C( ).CH;,
(i. Williams, Trans. Chcm, *SV-ğr., 1864, 2, 106.
. 25 grms. aniline (freshly distilled).
' 30   c.c.   glacial acetic acid.
Boil the mixture gently in a flask (250 c.c.), fitted with an air-
condenser, for a day (7 <S hours). As the liquid solidifies on
cooling, it is at once poured out, while hot, into a basin of cold
water (500 c.c.). It is filtered and washed with cold water.
Acetanilide crystallises best from hot water, in which, however,
it is not very soluble. Place the moist acetanilide in a large
basin, and add gradually about a litre of boiling water. If the
substance does not dissolve completely on boiling, a small quan-
tity of spirit will bring it into solution. Kilter through a large
fluted filter or hot-water funnel (p. 53) and set the solution aside
to crystallise. If the product is dark coloured it is redissolved